Kourtney Kardashian and Khloe Kardashian Kourtney Kardashian and Khloe Kardashian

Kourtney and Khloe Kardashian started their E! reality series Kourtney and Khloe Take Miami as swingin' single sisters, but we'll soon see just how hard it was for mom-to-be Kourtney to be without her baby's father.

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"At first, I was trying to fight a lot more [to get Kourtney to date], but then I realized she was just so miserable without Scott," Khloe tells TVGuide.com of her sister's break-up with boyfriend Scott Disick, 25.

Kourtney, 30, has since reunited with Scott, but she admits that she struggled with the dating scene.

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"I hate dating. I find it to be really unnatural," Kourtney says. "I don't think it's real, and I don't think you are yourself on a date. Once you're comfortable with someone, then going on a date is great. But when you don't know someone, it's awful."

Khloe, who claims to be very different from her sister, says Kourtney is "very socially awkward" when it comes to dating. So, to help Kourtney forget about her ex, Khloe held open auditions at DASH to find her big sis a suitable bachelor. Kourtney was not amused, Khloe says, but the two have since put the argument behind them. Now, they're gearing up for the newest little addition to the Kardashian family.

Fans of Keeping Up with the Kardashians will be thrilled to know that Kourtney's pregnancy "will definitely be a major part" of the upcoming season, according to Khloe. "It's going to be everything Kourtney is going through up until the birth," Khloe says. "It's more of a family situation anyway, so I think it's perfect timing."

Kourtney and Khloe Take Miami airs Sundays at 10/9c on E!, and Keeping Up with the Kardashians kicks off its fourth season later this year.